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Molecules 2019, 24(4), 684;

Mulinane and Azorellane Diterpenoid Biomarkers by GC-MS from a Representative Apiaceae (Umbelliferae) Species of the Andes

Department of Chemistry, College of Science, Oregon State University, Corvallis, OR 97331, USA
Consultant, 72 Marina Lakes Drive, Richmond, CA 94804, USA
Southeast Environmental Research Center and Department of Chemistry and Biochemistry, Florida International University, 3000 NE 151st Street, North Miami, FL 33181, USA
Escuela de Química y Farmacia, Facultad de Medicina, Universidad Andres Bello, Viña del Mar 2520000, Chile
Departamento de Química, Facultad de Ciencias, Universidad de Chile, Casilla 653, Santiago 8320000, Chile
Departamento de Ciencias Químicas, Universidad Andres Bello, Viña del Mar 2520000, Chile
Consultant, Casilla 942, Viña del Mar 2520000, Chile
Authors to whom correspondence should be addressed.
Academic Editor: Motoo Tori
Received: 16 January 2019 / Revised: 12 February 2019 / Accepted: 13 February 2019 / Published: 14 February 2019
(This article belongs to the Special Issue Diversity of Terpenoids)
Full-Text   |   PDF [4524 KB, uploaded 14 February 2019]   |  


Extracts of bled resin from Azorella compacta, of the Azorelloideae family from the Andes (>4000 m), were analyzed by gas chromatography-mass spectrometry. The mass spectra of the dominant compounds of the resin and its hydrogenation products were documented. The most abundant compounds were oxygenated diterpenoids, namely mulinadien-20-oic (Δ11,13 and Δ11,14) acids, azorell-13-en-20-oic acid, 13α,14β-dihydroxymulin-11-en-20-oic acid, and azorellanol, with a group of azorellenes and mulinadienes. The mass spectra of the novel diterpenoid hydrocarbons with the azorellane and mulinane skeletons were also presented. This study documents the molecular diversity of these diterpenoid classes, and could be of great utility for future organic geochemical, environmental, archeological, pharmaceutical, and forensic chemistry studies. View Full-Text
Keywords: Azorella compacta; diterpenoids; GC-MS; standards Azorella compacta; diterpenoids; GC-MS; standards

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Simoneit, B.R.; Oros, D.R.; Jaffé, R.; Didyk-Peña, A.; Areche, C.; Sepúlveda, B.; Didyk, B.M. Mulinane and Azorellane Diterpenoid Biomarkers by GC-MS from a Representative Apiaceae (Umbelliferae) Species of the Andes. Molecules 2019, 24, 684.

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